Kawamoto Takuji, Ikawa Keisuke, Kamimura Akio
Department of Applied Chemistry, Yamaguchi University, Ube, Yamaguchi 755-8611, Japan.
J Org Chem. 2021 Nov 5;86(21):15818-15824. doi: 10.1021/acs.joc.1c01969. Epub 2021 Oct 11.
The one-pot triflation/radical trifluoromethylation/triflation of imines leading to CF-substituted vinyl trifluoromethanesulfonamides is described. The reaction proceeds via the radical trifluoromethylation of vinyl trifluoromethanesulfonamides as the key step. This reaction is suitable for a variety of imines that contain halogen atoms, electron-donating groups, or electron-withdrawing groups, leading to moderate to good yields. Vinyl trifluoromethanesulfonamides can act as bifunctional reagents whereby they serve as both the trifluoromethyl radical source and the radical acceptor.
本文描述了一种一锅法实现亚胺的三氟甲磺酸酯化/自由基三氟甲基化/三氟甲磺酸酯化反应，可生成含CF取代基的乙烯基三氟甲磺酰胺。该反应以乙烯基三氟甲磺酰胺的自由基三氟甲基化为关键步骤进行。此反应适用于多种含有卤素原子、供电子基团或吸电子基团的亚胺，能得到中等至良好的产率。乙烯基三氟甲磺酰胺可作为双功能试剂，既是三氟甲基自由基源又是自由基受体。
